STOP 1
Fill up on road trip treats at a countryside stop before driving to a secret park to spot some deer. Drive time to your second stop is 15 minutes.
WHAT TO EXPECT
This road trip takes you on the perfect summer adventure filled with lavender fields, funky hidden gems, beaches and unique wineries and breweries. This is our featured summer trip and is best taken mid-May to early-October!
Trip Highlights
- Unique breweries & wineries
- Lavender fields (mid-June to mid-July)
- A hidden park to spot some deer
- Some of our favourite country shops and markets
- A fun beach town to soak up the sun
- A couple of lighthouses to snap a photo
- Multiple recommendations included on every stop
AVAILABLE TO DEPART
PLEASE NOTE
Itinerary
STOP 2
Lavender, brews, and wines - oh my! Plenty of photo ops and tasty treats await you at stop number two. Drive time to your third stop is 15 minutes.
STOP 3
This brewery set in a barn will make you happy to be out of the city. If you're not ready for another boozy spot, we recommended a couple of great shopping spots close by! Drive time to your fourth stop is 10 - 20 minutes.
STOP 4
It's time to head east or west - the choice is yours! Going east will take you to a bustling beach town with some local eateries, a roadside waterfall and a small winery. Going west will take you to a waterside trail, a small brewery and a gorgeous winery.
Region
Can depart from
London Area, Kitchener-Waterloo Area, Toronto Area
Before you go
What You'll Need to Bring
Additional Details
- Accessible
- Dog-Friendly
FREQUENTLY ASKED QUESTIONS
We're here to help!
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I want to make this an overnight trip... is this possible?
L
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It was a great day! I was pleasantly surprised that there were multiple options and spots to check out in each envelope! We also got great weather which made the day even better!
R
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Our first Guess Where Trips and we loved it. Great blend of unique stores, wineries and beer stops. We did it over two days which allowed us even more time at each stop.
Such a good idea to do this trip over two days to get the most out of all of the options. :) We're so glad that you had a great time! Thank you for leaving a review!
M
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We had a wonderful day exploring great places in our own back yard. Every stop was dog friendly, we can’t wait to go again.
We're so happy that oyu had a great time with your dog! :) Thank you so much for leaving a review!
C
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We got this as a gift for people who love to do new things and it was a hit. We got updates all day! I didn't realise how many cool stops they actually had! They had so much fun and want to go back to the area again to see more.
Thank you so much for your kind review! :) We're so happy you had a great time exploring!
C
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My husband and I did a Guess Where trip for our first wedding anniversary, and it was such an incredible experience! From start to finish, everything was so well-organized, and we were genuinely impressed with all the options and thoughtful details. The surprise element made it even more exciting, and we had an absolute blast exploring somewhere new together. It was the perfect way to celebrate, and we’re already looking forward to planning our next one. Highly recommend for anyone looking to add a little adventure and spontaneity to their travels!
Thank you for leaving such a glowing review! We are thrilled to hear that you and your husband had the best road trip experience for your first wedding anniversary. We love being part of these special celebrations! :)